Vat coloring-matters and process of making them.



LZQLQfiS. Ito'mawing. Application filed February 11, 1914.. Serial It 0. 818,131,

. To all who it may com ATES ear onricn V Max nun-er rsnnn, or nan-imam, GERMANY, ASSIGNOR 'ro n inrscnn Anna; 8'.

SODA. FAIBBIK, OF LUDWIGSHAFEN-OE- TEE RHINE, GERMANY, A CORPORATION.

ir'n'r CQLORING-MATTERSI AND rnocnss or MAKING THEM. v

Be it known that ,L/fixx HENRY lawn, a citizen of the Swiss Republic, residing at Mannheim," Germany, have invented new and useful Improvements in Vat Coloring Matters and Processes of Making Them, of which the following is a specification.

The specification of Patent. No. 1,0,93,427, describes the production, of intermediate products, which also possess coloring properties, by the oxidization of di-benzanthrone for instance, with manganese di-oxid'and sulfuric acid. There. it has been also described that' the said oxidation products can be subjected to subseduent reduction. Fur-= ther it has been found that green coloring. matters can be produced by heating the aforesaid oxidation products of di-benzanthrone described in the specification of Paw out No. 1,093,427 (either without or after r of the products obtainable according to the SPGCIfiCatIOII of the aforesaid Patent No;

the said reduction thereof) to a temperature above 100 C. while avoiding the presence of an oxidizing agent, either alone or preferably in the presence of a solvent or suspension agent or a suitable condensing agent.

I have now found that the said green vat coloring matters can be treated with bromin and thus be converted into the new vat c01 oring 'matters possessing valuable properties. The said green vat coloring matters can betreated with bromin, either after or during their productionc'. e. by heating as above described the oxidation products of dibenzanthrone. In carrying out the process which, however,is not. confined to these ex- 1 1 of my invention the said green vat coloring matters can be employed whether they are 'produced by heating directlyv the original oxidation products of di-benaanthrone or by heating the oxidation products of dibenzanthrone after the reduction thereof,

and in both cases the same products are obtained.

My new vat coloring matters are characterized by consisting'when dry of green powders which are insolublein water and in dilute acids andalkalis, but yield red-violet solutions in concentrated sulfuric .acid. They contain bromin and are free from nitrogen. With alkaline hydrosulfite they yield blue vats which dye cotton green.

The following examples will serve toillus trate; further the nature of my invention amples. The parts are by.fweight.

Specification of Letters Patent.

Patented Oct. iaio c.

Ewample 1.--Suspend 100 arts of the green vat coloring matter (o heating 10 parts of the oxidation product, obtained according to either of-the Examtainable by 'ples land 2 of the Patent N 0. 1,993,427 for lnstance in 100-parts'.'of paratoluidin and with 5 parts of dry anhydrous boric acid,

either at 160 C. or at boiling point, until a test portion shows that'no unaltered initial material is present, and then removing the p'ara-toluidin) in 500 parts of nitrobenzene or trichlorbenzene, add 200 parts of bromin and then heat for a fevr hours, while maintaining the oil-bath at about 180 G. Then isolate the coloring matter by filtration with 1,093,427, with 500 parts of nitrobenzene or trichlorbenzene, 20 $0540 parts of anhydrous boric' acid and 100 parts of bromin as described in the foregoing example. Then isolate the coloringmatter by filtration.

Now what I clai1n is:'-

1. The process of producing vat coloring matters by treating with bromin the coloring matters obtainable by heating to a temperature above 100 0., and while avoiding the presence of an oxidizing agent, the compound obtainable by oxidizing di-bcnzanthrone.

The new coloring matters which can be obtained by brominating the coloring matters obtainable by heating an oxidized I di-benzanthrone, which new coloring matters consist when dry of green powders, are in-- soluble in water and in dilute acids and alkalis, but are soluble in concentrated sulfuric acid iving red-violet solutions, and

which are Free from nitrogen, but contain bromin and which with alkali hydro sulfite yield blue vats and dyecotton green.

In testimony whereof I have hereunto' set my hand in the presence of two subscribing Witnesses.

MAX HENRY ISLER;

Witnesses: p

J. Arno. LLOYD, Burden; 

